EP0194887A2 - Festes kosmetisches Präparat - Google Patents

Festes kosmetisches Präparat Download PDF

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Publication number
EP0194887A2
EP0194887A2 EP86301827A EP86301827A EP0194887A2 EP 0194887 A2 EP0194887 A2 EP 0194887A2 EP 86301827 A EP86301827 A EP 86301827A EP 86301827 A EP86301827 A EP 86301827A EP 0194887 A2 EP0194887 A2 EP 0194887A2
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EP
European Patent Office
Prior art keywords
cosmetic preparation
solid cosmetic
fatty acid
saturated
triglyceride
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP86301827A
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English (en)
French (fr)
Other versions
EP0194887B1 (de
EP0194887A3 (en
Inventor
Toshiyuki Suzuki
Masahide Nohta
Akira Shigeta
Yoshimitsu Ina
Manami Nozawa
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kao Corp
Original Assignee
Kao Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from JP5012485A external-priority patent/JPS61210017A/ja
Priority claimed from JP19697385A external-priority patent/JPS6256412A/ja
Priority claimed from JP19697485A external-priority patent/JPS6256416A/ja
Application filed by Kao Corp filed Critical Kao Corp
Publication of EP0194887A2 publication Critical patent/EP0194887A2/de
Priority to MYPI87000624A priority Critical patent/MY101733A/en
Publication of EP0194887A3 publication Critical patent/EP0194887A3/en
Application granted granted Critical
Publication of EP0194887B1 publication Critical patent/EP0194887B1/de
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11CFATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C3/00Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
    • C11C3/04Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
    • C11C3/10Ester interchange
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/345Alcohols containing more than one hydroxy group
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • A61K8/375Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/63Steroids; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/04Preparations containing skin colorants, e.g. pigments for lips
    • A61Q1/06Lipsticks
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/10Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/12Face or body powders for grooming, adorning or absorbing
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11CFATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C3/00Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
    • C11C3/04Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
    • C11C3/08Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils with fatty acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/80Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/87Application Devices; Containers; Packaging
    • A61K2800/872Pencils; Crayons; Felt-tip pens
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S424/00Drug, bio-affecting and body treating compositions
    • Y10S424/05Stick

Definitions

  • the present invention relates to a solid cosmetic preparation, specifically to a solid cosmetic preparation comprising a plastic fat mainly consisting of a mixed acid triglyceride of a straight-chain saturated fatty acid having 20 or more carbon atoms and an unsaturated fatty acid having 16 to 22 carbon atoms which contains, as the constituent fatty acids, 30 to 70 wt.% of said saturated fatty acid having 20 or more carbon atoms and 20 to 60 wt.% of said unsaturated fatty acid having 16 to 22 carbon atoms.
  • Representative solid cosmetic preparations include bar-like ones such as lipsticks, lip cream, foundation sticks, and stick pomade; pencil-like ones such as eyebrow pencils and eyeliner pencils; pressed powders such as foundation, eye shadow, and rouge; and oily cake-like ones.
  • conventional oily cosmetic preparations are those containing a powder dispersed in a mixed system of a-solid fat such as carnauba wax, candelilla wax, ceresin, microcrystalline wax, hardened animal or vegetable oil, or beeswax, with a liquid or semi-liquid oil such as castor oil, olive oil, jojoba oil, squalane, a synthetic ester oil, silicone oil, liquid paraffin, or vaseline.
  • a-solid fat such as carnauba wax, candelilla wax, ceresin, microcrystalline wax, hardened animal or vegetable oil, or beeswax
  • a liquid or semi-liquid oil such as castor oil, olive oil, jojoba oil, squalane, a synthetic ester oil, silicone oil, liquid paraffin, or vaseline.
  • an excellent cosmetic preparation can be obtained by blending, in its formulation, a plastic fat mainly consisting of a mixed acid triglyceride of a straight-chain saturated fatty acid having 20 or more carbon atoms and an unsaturated fatty acid having 16 to 22 carbon atoms which contains, as the constituent fatty acids, said saturated fatty acid having 20 or'more carbon atoms and said unsaturated fatty acid having 16 to 22 carbon atoms.
  • a solid cosmetic preparation according to the invention comprises a fat and oil composition, called also a plastic fat, comprising (1) as the main triglyceride one or more mixed acid triglyceride having one or two straight, saturated C20 to C26, preferably C20 to C24, fatty acid residues and one or two unsaturated C16 to C22 fatty acid residues in a molecule thereof and (2) comprising in the entire fatty acid moiety 15 to 70 wt.% of one or more saturated C20 to C26, preferably C20 to C24, fatty acids and 20 to 60 wt.% of one or more unsaturated C16 to C22 fatty acids. It is useful as a base of a solid cosmetic preparation.
  • said composition comprises 30 to 70 wt.%, more preferably 40 to 65 wt.%, of one or more saturated fatty acids having 20 or above, especially 20 to 24, carbon atoms. It is also preferable that the unsaturated fatty acids are contained in an amount of 25 to 50 wt.% in the composition.
  • a preferable embodiment of the solid cosmetic preparation comprises 0.1 to 80 percent by weight of said composition and 99.9 to 20 percent by weight of one or more conventional cosmetic components.
  • composition comprises 35 wt.% or more of the mixed acid triglyceride.
  • the solid cosmetic preparation of the invention is so oily as to have a good spread and lustre and a high flexibility. It also has a reduced tendency to change in hardness with a temperature change, but no liability to deteriorate in quality owing to sweating or blooming.
  • the preparation is of the pressed powder type, having an excellent impact resistance and a good feeling in use and developing no shininess.
  • the solid cosmetic preparation of the invention may further include an alpha-mono(methyl-branched alkyl)glyceryl ether of the formula (1) in which m is an integrer of 2 to 14, n is an integer of 3 to 11 and the total of m and n is 9 to 21.
  • the preparation may further comprise a cholesteryl ester of a branched fatty acid of the formula (2) in which R is a saturated aliphatic hydrocarbon group having 11 to 23 carbon atoms and at least one alkyl substituent between the carboxyl-bonded position and the center of the main chain thereof.
  • the solid cosmetic prepration provides preferable embodiments which further comprise the above shown glyceryl ether (1) and/6r the above defined cholesteryl ester (2).
  • the embodiments provide a satisfactory shape retention, feeling in use, finish and wear.
  • plastic fat used in the present invention when blended in a cosmetic preparation, exerts a remarkable feeling- improving effect including very good spread and soft touch in application thereof to the skin. It has also been found that the finish and wear are improved to some extent, but the improving effect is yet insufficient and unsatisfactory.
  • Utilization of an a-mono(methyl-branched alkyl)glyceryl ether in a cosmetic preparation as used in the present invention has already been disclosed in Japanese Patent Laid-Open No. 120,508/ 1982, which teaches that the utilization prevents deterioration of the appearance quality, reduction in the breaking strength, and worsening of feeling in use caused by sweating and blooming during the storage of a bar-like cosmetic preparation. It has also been found that the finish and wear are improved to some extent, but the improving effect is yet insufficient and unsatisfactory.
  • the inventors of the present invention has found that blending of the above-mentioned plastic fat together with an a-mono(methyl-branched alkyl)-glyceryl ether in a cosmetic preparation provides a marked synergistic effect.
  • the plastic fat to be contained in the cosmetic preparation of the present invention mainly consists of a mixed acid triglyceride of a di-saturated and mono-unsaturated type mainly having two straight-chain saturated acyl groups in the molecule. At least one of the straight-chain saturated acyl groups in the mixed acid triglyceride has 20 or more carbon atoms, preferably 20 to 26 carbon atoms, while the other straight-chain saturated acyl group has 16 or more carbon atoms, preferably 16 or 26 carbon atoms.
  • the unsaturated acyl group has 16 to 22 carbon atoms. Above all, it is more preferred that both of the two straight-chain saturated acyl groups have 20 to 26 carbon atoms.
  • the remaining component of the plastic fat is triglycerides comprising, as the constituent fatty acids, straight chain saturated fatty acids having 8 or more carbon atoms and/or unsaturated carbon atoms having 8 or more carbon atoms.
  • the preferred number of carbon atoms in those fatty acids is 16 to 24. Where the number of carbon atoms in the constituent fatty acid is 8 or less, there arise fears of bad smell and skin stimulation caused by hydrolysis..
  • the term "mainly consisting of a mixed acid triglyceride of a saturated fatty acid having 20 or more carbon atoms and an unsaturated fatty acid having 16 to 22 carbon atoms” is intended to mean that it is the most abundant component of triglycerides with a content of the above-mentioned mixed acid triglyceride of the di-saturated and mono-unsaturated type in the plastic fat of usually about 35% or more, preferably 45% or more.
  • Unsaturated fatty acids with 16 to 22 carbon atoms which can constitute the above-mentioned plastic mixed acid triglyceride include oleic, linolic, and linolenic acids, the bonding position of which may be either an a position or a 0 position, preferably both of them to provide a mixture.
  • the position and number of unsaturated bonds in the unsaturated fatty acids are not limited, the preferred number of the unsaturated bonds is 1 or 2 from the viewpoint of oxidation stability.
  • Usable straight-chain saturated fatty acids with 20 or more carbon atoms include arachic and behenic acids. The especially preferred number of carbon atoms in them is in a range of 20 to 26, out of which slightly poor flexibility may ensue. Where the number of carbon atoms is 18 or less, the crystallinity is apparently high to lead to brittleness, with the result that the above-mentioned performance cannot be exhibited when blended into a solid cosmetic preparation.
  • the content of the above-mentioned plastic fat in the solid cosmetic preparation of the present invention is different depending on the shape of the preparation, and can be in a range of 0.1 to 80 wt.%, preferably 0.2 to 50 wt.% in usual. When it is below the range, no sufficient effect can be secured. On the other hand, when it is above the range, the effect is saturated only with an economical disadvantage, and the feeling in use is deteriorated with poor spread, etc. due to the appearance of the properties of the plastic fat itself in the cosmetic preparation, to the detriment of the performance of the cosmetic preparation.
  • the process of preparing the plastic fat to be used in the present invention is not particularly limited.
  • the plastic fat can be obtained according to, for example, the process disclosed in Japanese Patent Laid-Open No. 53,598/1985.
  • Preferred a-mono(methyl-branched alkyl)-glyceryl ethers represented by the formula (1) to be used in the present invention are those having a sum of m and n of 13 to 17 (namely a total number of carbon atoms in the alkyl'group of 16 to 60). More preferred are those having a sum of m and n of 15 (namely a total number of carbon atoms in the alkyl group of 18).
  • the branched methyl group is preferably positioned close to the center of the main alkyl chain.
  • the content of the above-mentioned a-mono-(methyl-branched alkyl)glyceryl ether in the solid cosmetic preparation is different depending on the shape of the preparation, and can be in a range of 0.1 to 10 wt.%, preferably 0.5 to 8 wt.% in usual. When it is below the range, no sufficient effect can be secured. On the other hand, when it is above the range, an influence on the physical properties , of the fat appears, and there may arise a problem of shape retention, including a decreased breaking strength, for example, in the case of lipsticks.
  • a process of preparing an a-mono(methyl-branched alkyl)glyceryl ether to be used in the present invention is disclosed in Japanese Patent Laid-Open No. 133,281/1981.
  • the process of preparing an a-mono(methyl-branched alkyl)glyceryl ether to be used in the present invention is not limited to this.
  • Branched fatty acids (RCOOH) to be used in the preparation of the cholesteryl ester of the branched fatty acid that may be used in the present invention include those having 12 to 24 carbon atoms (11 to 23 carbon atoms in R). Preferred are those having 14 to 20 (13 to 19 carbon atoms in R).
  • the branched fatty acid is a saturated one having at least one alkyl substituent between the carboxyl group-bonded position and the center of the main chain.
  • Such branched saturated fatty acids are easily obtained from raw materials in the petrochemical and fat industries.
  • Such branched saturated fatty acids obtained from raw materials in the petrochemical industry include those having a side chain at the a position and represented by the following formula: (wherein R 1 and R 2 are each a straight-chain or branched saturated aliphatic hydrocarbon group, and the sum of carbon atoms in R 1 and R 2 is 12 to 18).
  • branched saturated fatty acids having a side chain at the a position include 5,7,7-trimethyl-2-(1,3,3-trimethylbutyl)octanoic, 2-heptylundecanoic, 2-hexyldecanoic, 2-octyldodecanoic and 2-pentylnonanoic acids.
  • methyl-branched fatty acids is methyl-branched isostearic acid obtained as a by-product in the production of a dimer of oleic acid.
  • methyl-branched isostearic acid obtained as a by-product in the production of a dimer of oleic acid.
  • its isopropyl ester is commercially available (Emery Industries, Inc., USA, etc.).
  • the cholesteryl ester of the branched fatty acid that may be contained in the cosmetic preparation of the present invention is prepared from the above-mentioned branched fatty acid or a derivative thereof and cholesterol according to a customary ester preparation process.
  • the content of the above-mentioned cholesteryl ester of the branched fatty acid in the solid cosmetic preparation is different depending on the shape of the preparation, and can be in a range of 0.01 to 50 wt.%, preferably 0.03 to 30 wt.% in usual. When it is below the range, no sufficient effect can be secured. On the other hand, when it is above the range, the effect is saturated only with an economical disadvantage, and problems including appearance of stickiness are liable to arise due to the appearance of the properties of the cholesteryl ester of the branched fatty acid itself.
  • a process of preparing the cholesteryl ester of the branched fatty acid that may be used in the present invention is disclosed in Japanese Patent Laid-Open No. 65,900/1981.
  • the process of preparing the cholesteryl ester of the branched fatty acid is not limited to this.
  • the production of the solid cosmetic preparation of the present invention is conducted according to a customary process except for incorporation of the above-mentioned components in respective blending amounts into the formulation of the cosmetic preparation.
  • the above-mentioned amounts of the plastic fat, the a-mono(methyl-branched alkyl)-glyceryl ether, and the cholesteryl ester of the branched fatty acid, as well as oily base materials such as fat or oil and wax are molten by heat, and admixed with an arbitrary component such as a pigment, a perfume, or a pharmaceutical ingredient according to need till homogeneity is attained.
  • the obtained mixture is cast into a mold, and cooled to be solidified and formed into a bar-like product.
  • Oily base materials that can be used in the present invention include solid or semi-solid oily base materials such as carnauba wax, candelilla wax, rice wax, Japan wax, beeswax, ceresin wax, microcrystalline wax, paraffin wax, hardened tallow, hardened castor oil, hardened jojoba oil, lanolin, and vaseline; and liquid oily base materials such as liquid paraffin, squalane, olive oil, castor oil, jojoba oil, silicone oil, and synthetic ester oils.
  • solid paraffin, beeswax, cacao butter, an aliphatic acid and a higher alcohol may be used.
  • Typical components include coloring materials such as inorganic pigments including iron oxide and titanium oxide, and lake pigments; various oily pharmaceutical ingredients such as anti-oxidizing agents, antiphlogistic agents, vitamins, and antibacterial agents; and talc, kaolin, metallic soaps, mica powder, sericite, and nylon powder.
  • Cosmetic preparations obtained in such a way include all types of bar-like solid or semi-solid cosmetic preparations such as lipsticks, lip cream, stick eye shadow, cosmetic pencils, and stick pomade.
  • a mixed oil composed of 50 wt.% of triglyceride of behenic acid and 50 wt.% of safflower oil was reacted in the presence of a sodium methylate catalyst in an amount of 0.1 wt.% based on the oil at 80°C for 30 minutes to obtain an ester-exchanged oil.
  • This ester-exchanged oil was dissolved in n-hexane in an amount of 4 ml per g of the oil, followed by cooling from 40°C to 28°C with stirring.
  • the precipitated high-melting part mainly composed of a trisaturated triglyceride (yield: 14% based on the ester-exchanged oil) was filtered off.
  • the solvent was distilled off from the filtrate according to a customary method.
  • the residue was dissolved in acetone in an amount of 5.ml per g of the residue, followed by cooling from 30°C to 10°C with stirring.
  • the precipitated desired fraction was collected
  • a mixed oil composed of 50 wt.% of a triglyceride of a high-boiling fraction of an extremely hardened fish oil fatty acid as the raw material and 50 wt.% of.safflower oil was reacted in the presence of a sodium methylate catalyst in an amount of 0.1 wt.% based on the oil at 80°C for 30 minutes to obtain an ester-exchanged oil.
  • This oil was dissolved in acetone in an amount of 5 ml per g of the oil at 60°C, followed by cooling to 25°C with stirring.
  • the precipitated high-melting part mainly composed of a trisaturated triglyceride (yield: 15% based on the ester-exchanged oil) was removed.
  • the filtrate was cooled to 3 to 5°C with stirring.
  • the precipitated desired fraction (medium-melting fraction) was collected.
  • a mixed oil composed of 50 wt.% of an extremely hardened high-erucin rapeseed oil and 50 wt.% of safflower oil was subjected to the same ester exchange as in Synthesis Example 2.
  • the obtained ester-exchanged oil was dissolved in acetone in an amount of 5 ml per g of the oil at 60°C, followed by cooling to 35°C with stirring.
  • the precipitated high-melting part mainly composed of a trisaturated triglyceride (yield: 26% based on the ester-exchanged oil) was filtered off. The filtrate was cooled to 10°C with stirring. The precipitated crystals were collected.
  • the solvent was distilled off from the fraction. Deodorizing was effected according to a customary method. Thus Plastic Triglyceride d was obtained.
  • a mixed oil composed of 50 wt.% of triglyceride of behenic acid and 50 wt.% of olive oil was subjected to the same ester exchange as in Synthesis Example 2, followed by solvent fractionation.
  • Thus desired Plastic Triglyceride e was obtained.
  • Lipsticks having compositions as shown in Table 5 were prepared, and evaluated as to performance by 10 professional panellists.
  • Specimens of the lip creams as shown in Tables 3 and 5, and the lipsticks A, B, G, and H of the present invention and comparative lipsticks C, D, and J as shown in Table 7 were examined as to occurrence or non-occurrence of sweating or blooming.
  • the occurrence of sweating was judged by visually observing the state of sweating after a specimen was allowed to stand at 5°C for 4 hours and at 35°C at 60 RH for 4 hours, while that of blooming was judged by visually observing the state of a specimen after it was allowed to stand at 35°C for 8 hours and at 5°C for 24 hours.
  • the results are shown in Table 7.
  • the hardness and smoothness of a core can be controlled by the ratio of the wax to the oil components.
  • use of a low- melting wax provides a soft bore without gritty touch, but is liable to cause poor smoothness because of its viscosity.
  • This liability can be moderated to some extent by the use of a triglyceride of a straight-chain saturated fatty acid having a sharp melting point around the body temperature. However, this effect is not sufficient.
  • Blending of a plastic mixed acid triglyceride can provide a pencil-type cosmetic preparation having soft touch and excellent smoothness, as is understood from Table 9.
  • Powdery components were stirred and mixed, and sprayed with oily components which were heated and homogeneously dissolved, followed by further stirring. Thereafter, the resulting mixture was pulverized and compression-molded with a molding machine to obtain a solid powder eye shadow.
  • the preparations according to the present invention containing a plastic triglyceride not only had high impact resistances but also were good in falling off and bonding. They showed no shininess. Thus, they exhibited excellent performances.
  • Components listed in Table 12 were heated at 80°C and homogeneously mixed, cast into a mold, and cooled to be solidified to prepare lipsticks.
  • the performance evaluation of.them was conducted by 10 professional panellists.
  • Eyebrow pencils having compositions as shown in Table 14 were prepared according to the method as described below. The performance evaluation of them was conducted by 10 professional panellists.
  • Components were heated at 80°C and repeatedly kneaded with a roll mill.
  • the kneaded mass was cooled to room temperature and extruded into a core from a nozzle with a compression injection machine.
  • the core was mounted on a wooden part having a groove with a core shape, followed by .bonding, combining, and cutting. Thus a pencil-shaped product was prepared.
  • Example 8 solid powder eye shadow
  • Solid powder eye shadows having compositions as shown in Table 16 were prepared according to the method as described below. The impact resistance evaluation of them as well as the performance evaluation of them by 10 professional panellists was conducted.
  • Components listed in Table 18 were heated at 80°c and homogeneously mixed, cast into a mold, and cooled to be solidified to prepare lipsticks. The performance evaluation of them was conducted by 10 professional panellists.
  • Eyebrow pencils having compositions as shown in Table 20 were prepared according to the method as described below. The performance evaluation of them was conducted by 10 professional panellists.
  • Components were heated at 80°C and repeatedly kneaded with a roll mill.
  • the kneaded mass was cooled to room temperature and extruded into a core from a nozzle with a compression injection machine.
  • the core was mounted on a wooden part having a groove with a core shape, followed by bonding, combining, and cutting. Thus a pencil-shaped product was prepared.
  • Solid powder eye shadows having compositions as shown in Table 22 were prepared according to the method as described below. The impact resistance evaluation of them as well as the performance evaluation of them by 10 professional panellists was conducted.
  • Powdery components were stirred and mixed, and sprayed with oily components which were heated and homogeneously dissolved, followed by further stirring. Thereafter, the resulting mixture was pulverized and compression-molded with a molding machine to obtain a solid powder eye shadow.

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  • Health & Medical Sciences (AREA)
  • Public Health (AREA)
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  • Veterinary Medicine (AREA)
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  • General Health & Medical Sciences (AREA)
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  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
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EP86301827A 1985-03-13 1986-03-13 Festes kosmetisches Präparat Expired - Lifetime EP0194887B1 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
MYPI87000624A MY101733A (en) 1985-03-13 1987-05-11 Solid cosmetic preparation.

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
JP5012485A JPS61210017A (ja) 1985-03-13 1985-03-13 固型化粧料
JP50124/85 1985-03-13
JP19697385A JPS6256412A (ja) 1985-09-06 1985-09-06 固型化粧料
JP19697485A JPS6256416A (ja) 1985-09-06 1985-09-06 固型化粧料
JP196974/85 1985-09-06
JP196973/85 1985-09-06

Publications (3)

Publication Number Publication Date
EP0194887A2 true EP0194887A2 (de) 1986-09-17
EP0194887A3 EP0194887A3 (en) 1988-03-09
EP0194887B1 EP0194887B1 (de) 1990-08-29

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EP86301827A Expired - Lifetime EP0194887B1 (de) 1985-03-13 1986-03-13 Festes kosmetisches Präparat

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US (1) US5011680A (de)
EP (1) EP0194887B1 (de)
DE (1) DE3673669D1 (de)
ES (1) ES8800125A1 (de)
HK (1) HK4991A (de)
MY (1) MY101733A (de)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0196780A3 (en) * 1985-03-01 1988-07-13 Kao Corporation Fat blooming inhibitor
EP0427309A3 (en) * 1989-11-09 1991-12-18 Unilever Nv Fats obtained from rapeseed
EP1033126A1 (de) * 1999-03-04 2000-09-06 L'oreal Kosmetische Pulverzusammensetzung enthaltend einen Fettsäureester oder Fettalkoholester
WO2022048939A1 (en) * 2020-09-01 2022-03-10 Basf Se Triglyceride of docosanoic acid / at least one long chain fatty acid and hair styling and restyling composition comprising the same

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0653650B2 (ja) * 1990-11-02 1994-07-20 花王株式会社 毛髪化粧料
JPH08501555A (ja) * 1992-09-21 1996-02-20 ザ、プロクター、エンド、ギャンブル、カンパニー モイスチャライジング口紅組成物
CA2107253C (en) * 1992-12-15 1998-04-21 Anthony Castrogiovanni Cosmetic compositions with improved transfer resistance
US5955624A (en) * 1994-08-03 1999-09-21 Cell Therapeutics, Inc. Growth stimulating factors
US5798386A (en) * 1994-08-03 1998-08-25 Cell Therapeutics, Inc. Angiogenic lipid formulations
USRE39218E1 (en) 1994-09-30 2006-08-01 L'oreal Anhydrous and water-resistant cosmetic compositions
CN1062129C (zh) * 1995-09-14 2001-02-21 徐荣祥 药物基质及其用途
TW513309B (en) * 1998-07-01 2002-12-11 Kao Corp Powder-based solid cosmetic composition and preparation process thereof
US6471951B1 (en) * 1999-04-30 2002-10-29 Color Access, Inc. Eyebrow pencil with agglomerated pigments
KR20010027942A (ko) * 1999-09-16 2001-04-06 유상옥 입술용 화장품 조성물
FR2822064A1 (fr) * 2001-03-13 2002-09-20 Oreal Composition solide contenant au moins 75 % en poids de particules solides et de la matiere colorante
FR2822065A1 (fr) * 2001-03-13 2002-09-20 Oreal Composition solide contenant des particules solides dont au moins une partie de fibres
FR2822058A1 (fr) * 2001-03-13 2002-09-20 Oreal Composition solide contenant au moins 75 % en poids de particules solides et au moins une huile liquide non volatile
ES2647357T3 (es) * 2001-09-29 2017-12-21 Beiersdorf Ag Barras cosméticas y dermatológicas
PL370164A1 (en) * 2001-12-19 2005-05-16 Unilever N.V. Pourable fatty dispersions
US8613956B2 (en) * 2008-06-23 2013-12-24 International Flora Technologies, Ltd. Cosmetic particles that transform from hard to soft particles comprising hydrogenated long-chain triglyceride oils
US20200306168A1 (en) * 2019-03-28 2020-10-01 Elc Management Llc Color Cosmetic Composition Containing Wax Blend
US20200306155A1 (en) * 2019-03-28 2020-10-01 Elc Management Llc Method Of Making A Color Cosmetic Composition Containing Wax Blend
TWI838504B (zh) * 2020-03-27 2024-04-11 美商Elc管理公司 含有蠟共混物的彩色化妝品組合物

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2876162A (en) * 1957-02-21 1959-03-03 Paul G Lauffer Method of making an abrasion-resistant cosmetic film
LU67772A1 (de) * 1973-06-08 1975-03-06
FR2356411A1 (fr) * 1976-07-02 1978-01-27 Oreal Rouges a levres
US4172149A (en) * 1978-01-30 1979-10-23 Westwood Pharmaceuticals, Inc. Method for treating living skin exhibiting excessive sebum secretion
DE2942021A1 (de) * 1979-10-17 1981-04-30 Bristol Myers Co Dermatologisches mittel
JPS5923320B2 (ja) * 1979-10-31 1984-06-01 花王株式会社 分岐脂肪酸コレステリルエステル
JPS6027646B2 (ja) * 1979-10-31 1985-06-29 花王株式会社 化粧料
JPS56128707A (en) * 1980-03-15 1981-10-08 Kanebo Ltd Powdery make-up
JPS6026367B2 (ja) * 1980-11-21 1985-06-24 花王株式会社 化粧料
JPS603362B2 (ja) * 1981-01-21 1985-01-28 花王株式会社 棒状化粧料
JPS57130909A (en) * 1981-02-06 1982-08-13 Nisshin Oil Mills Ltd:The Cosmetic
US4383875A (en) * 1981-08-26 1983-05-17 Plough, Inc. Method for making cosmetic pencils
JPS5927808A (ja) * 1982-08-06 1984-02-14 Shiseido Co Ltd 口紅用組成物
AT396746B (de) * 1982-12-27 1993-11-25 Greiter Ges M B H Verfahren zur herstellung einer hautcreme
US4537766A (en) * 1983-02-02 1985-08-27 Plough, Inc. Long-wearing eyeshadow compositions
US4726959A (en) * 1985-03-01 1988-02-23 Kao Corporation Fat blooming inhibitor

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0196780A3 (en) * 1985-03-01 1988-07-13 Kao Corporation Fat blooming inhibitor
EP0427309A3 (en) * 1989-11-09 1991-12-18 Unilever Nv Fats obtained from rapeseed
EP1033126A1 (de) * 1999-03-04 2000-09-06 L'oreal Kosmetische Pulverzusammensetzung enthaltend einen Fettsäureester oder Fettalkoholester
FR2790386A1 (fr) * 1999-03-04 2000-09-08 Oreal Composition cosmetique sous forme de poudre comprenant un ester particulier
US6517820B1 (en) 1999-03-04 2003-02-11 L'oreal S.A. Cosmetic composition in the form of a powder comprising a specific ester
WO2022048939A1 (en) * 2020-09-01 2022-03-10 Basf Se Triglyceride of docosanoic acid / at least one long chain fatty acid and hair styling and restyling composition comprising the same

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ES8800125A1 (es) 1987-11-01
EP0194887B1 (de) 1990-08-29
DE3673669D1 (de) 1990-10-04
ES552946A0 (es) 1987-11-01
MY101733A (en) 1992-01-17
EP0194887A3 (en) 1988-03-09
HK4991A (en) 1991-01-18
US5011680A (en) 1991-04-30

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